A Lot of agents 1) don’t really know all the intricacies/procedures/rules/strategies to do a short sale and 2) don’t want to do all the extra work involved in one, for no extra fees.Attorneys are not great for negotiating/processing shorts sales…they often slow the process down are not needed.If it comes to that point, have a talk with your agent, and their broker, about switching to an agent with short sale experience.You would need to show a financial hardship though….as in you can Not afford to pay the negative cash flow indefinitely. 

What determines whether or not you to continually recycle all of your money has more to do with how much value your able to generate with each deal... example: if you're able to acquire at a below market price then in crease it's value by 25%, then there are products which should allow you to recycle your money indefinitely. 

He told me that as long as I only flush things I should be (fluids/gray water/human excrement), it will last indefinitely.

What would you say justifies having to shelter the person indefinitely at his expense, be denied access to the unit to get it permitted, and pay her to move? 

Hi Tommy, It's my understanding that you can continue to defer the gain indefinitely as long as you continue to do 1031 exchanges.

The IL eviction moratorium keeps getting pushed back to the point where it might be indefinite.

Unfortunately he has a not so great personality and I couldn’t see myself working with him for an indefinite amount of time.

Having gone through several market cycles since being fully invested from 1988, both stock and real estate markets, I'd be cautious about expecting $8K per month in appreciation to continue indefinitely.

I am not planning on selling it but holding indefinitely… so right now I am not concerned about the capitals gains vs. stepped up basis.

Reduced potential for near-term growth but indefinite defensibility.